1247874-33-4Relevant academic research and scientific papers
Sterically enhanced, selective C(CO)-C(α) bond cleavage of a ketones by rhodium porphyrin methyl
Fung, Hong Sang,Li, Bao Zhu,Chan, Kin Shing
, p. 4421 - 4423 (2010)
Selective carbon(CO)-carbon(α) bond activation of ketones was achieved by rhodium(III) 5,10,15,20-tetrakis-4-toylporphyrinato methyl (Rh(ttp)Me (1)) to yield the corresponding rhodium porphyrin acyls at temperatures as low as 50 °C. More hindered isopropyl ketones were much more reactive than ethyl or methyl ketones. Rh(ttp)OH (3a) was proposed to be the intermediate to cleave the C(CO)-C(α) bond.
Mild and selective c(co)c(α) bond cleavage of ketones by rhodium(iii) porphyrins: Scope and mechanism
Fung, Hong Sang,Li, Bao Zhu,Chan, Kin Shing
experimental part, p. 570 - 579 (2012/04/10)
Rhodium(III) porphyrins were found to undergo selective C(CO)C(α) bond activation (CCA) of ketones promoted by water at temperatures as low as 50 °C. The acyl group of the ketone was transferred to the rhodium center, and the alkyl fragment was oxidized to a carbonyl moiety accordingly. The hydroxyl group of water is transferred to the rhodium porphyrin through hydrolysis of the kinetic α- carbonhydrogen bond activation (α-CHA) product to give RhIII(ttp)OH (ttp = 5,10,15,20-tetratolylporphyrinato dianion), which subsequently cleaves the C(CO)C(α) bond of ketone.
